Benzenepropanoyl chloride → HCID 19972652, compound

HRID 1452311Notes

Reaction equation

[C:1]1([CH2:7][CH2:8][C:9](Cl)=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH:12][C:13]1[C:22]([C:23](=[O:26])[CH2:24][CH3:25])=[CH:21][CH:20]=[CH:19][C:14]=1[C:15]([O:17][CH3:18])=[O:16]>>[C:1]1([CH2:7][CH2:8][C:9]([O:12][C:13]2[C:22]([C:23](=[O:26])[CH2:24][CH3:25])=[CH:21][CH:20]=[CH:19][C:14]=2[C:15]([O:17][CH3:18])=[O:16])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

Reactant 2

HCID 64801Benzenepropanoyl chloride

HCID 10899812Methyl 2-hydroxy-3-propionylbenzoate

Product 1

HCID 19972652HCID 19972652, compound

Procedure

This compound was prepared in three steps according to the method described for Intermediate XC (first step) and Intermediate LXXX (second and third steps). In the first step, 3-phenylpropionyl chloride was used instead of 2-furancarbonyl chloride and methyl 2-hydroxy-3-propionylbenzoate was used instead of the ethyl homolog, yielding methyl 2-(3-phenylpropionyloxy)-3-propionylbenzoate. This compound was used without purification for the second step. The title compound melted at 107.5°-109° C. after crystallization from ethanol.

Workup

customThis compound was prepared in three steps

Sources & evidence

ORD record: ord-d653171d531d45329c20edb32d3d766e
Source dataset: uspto-grants-1997_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05605896

Reaction notes

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